Hybrid liposomal PEGylated calix[4]arene systems as drug delivery platforms for curcumin

Drakalska, Elena; Momekova, Denitsa; Manolova, Yana; Budurova, Dessislava; Momekov, Georgi; Genova, Margarita; Antonov, Liudmil; Lambov, Nikolay; Rangelov, Stanislav

doi:10.1016/j.ijpharm.2014.06.034

Cited by 36 publications

(34 citation statements)

References 61 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…It was shown that transition from linear to star-shaped macromolecules significantly increases the polymer's ability of molecular recognition [3,4]. Special attention is paid to the derivatives of polyethylene oxide and polyalkyloxazolines, which is resulting from their biocompatibility and the ability to show low critical solution temperature (LCST) behavior, which allows controlling the processes of complexation of low-molecular compounds [5][6][7][8]. It should be pointed out that incorporation into the polymer of such moieties as macrocycles, for example calixarenes, cyclodextrins, etc., leads to a significant increase of the affinity of these macromolecules to low-molecular compounds and metal ions.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Conformational Characteristics of Thermosensitive Star-Shaped Six-Arm Polypeptoids

et al. 2020

View full text Add to dashboard Cite

Star-shaped six-arm poly-2-alkyl-2-oxazine and poly-2-alkyl-2-oxazoline with hexaaza [26]orthoparacyclophane derivative core were synthesized successfully using cationic ring-opening polymerization. Conformational behavior of prepared polymer stars were investigated by the methods of molecular hydrodynamics and optics in molecular dispersed solutions. It was shown that conformation characteristics of star-shaped polypeptoids depends on arm length, while the chemical structure weakly affects the behavior of the studied polymers in solutions. This behavior is caused by the close equilibrium rigidity of arms. The star-shaped polypeptoids have relatively high intramolecular density. All synthesized stars exhibit LCST behavior. Phase separation temperature depends on arm structure. It is lower for poly-2-alkyl-2-oxazines, monomer units of which contains one methylene group more than monomers of poly-2-alkyl-2-oxazoline.

show abstract

Section: Introductionmentioning

confidence: 99%

Synthesis and Conformational Characteristics of Thermosensitive Star-Shaped Six-Arm Polypeptoids

et al. 2020

View full text Add to dashboard Cite

show abstract

“…In the aforementioned study of the capacity of PEO‐modified tert‐butylcalix[4]arene bearing four polyethylene oxide (PEO) moieties a hypothesis for non‐fitting to calix[4]arene cavity “roof‐like” structure of KK form has been proposed . In the study reported herein, Density Functional Theory (DFT) calculations are used only to investigate whether the both tautomers (KE and KK) of the curcumin are fitting to the cavity size and shape of non‐modified tert ‐butylcalix[4]arene, C[4].…”

Section: Resultsmentioning

confidence: 99%

“…The curcumin:modified calixarene inclusion complex was further advanced to a hybrid delivery system via encapsulation in plain dipalmitoylphosphatidylcholine (DPPC):cholesterol (CHOL) liposomes. Bare and liposomal curcumin‐modified calixarene complexes, as well as free curcumin were investigated for cytotoxicity and apoptogenic activity against human tumor cell lines . The structural analysis of the obtained complexes has shown that the keto‐enol tautomeric form is presented in the complex.…”

Section: Introductionmentioning

confidence: 99%

“…Curcumin has been successfully encapsulated in β‐cyclodextrin, γ‐cyclodextrin, γ‐cyclodextrin‐metal organic frameworks, modified γ‐cyclodextrin dimers, calixarenes ‐ monocholesteryl conjugated calix[4]arene and polyethylene glycol (PEG) conjugated tert ‐butylcalix[4]arene ,. Besides plain host‐guest complexes, more sophisticated curcumin delivery systems have been developed via encapsulation of the inclusion complexes inside liposomes, modified chitosan based hydrogel grafted with cyclodextrin, elaboration of alginate‐cyclodextrin carriers, etc.…”

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

Molecular Insight into Inclusion Complex Formation of Curcumin and Calix[4]arene

Angelova

Antonov

2017

ChemistrySelect

Self Cite

View full text Add to dashboard Cite

The effect of the complex formation with calix[4]arene on the tautomerism of curcumin was studied in water by means of theoretical calculations at M062X/6‐31G(d,p) level of theory. The results show that both tautomeric forms can enter and leave the host cavity without sterical problems. The binding of the diketo tautomeric form was found to be more favorable (by 2.1 kcal mol−1 in the gas phase and 1.7 kcal mol−1 in water) than the binding to the same host system of the preferred keto‐enol tautomeric form. This results in attenuation of the energy difference between the tautomers in the complex, but does not shift dramatically the position of the tautomeric equilibrium in the guest molecule. The predicted spectral characteristics of the individual tautomers and their complexes reproduce well the experimental observations.

show abstract

“…The biopharmaceutical and biological applications of calixarenes have been reviewed 263, 287 . Examples include 4-tert-butylcalix[4]arene containing penicillin V and nalidixic acid 293 ; calixarene–cyclodextrin heterodimers for sustained release of docetaxel 294 ; and a hybrid liposomal PEGylated calix[4]arene for delivery of curcumin 295 . Other supramolecular structures (or hybrids formed with other nanostructures) that have been used for biomedical applications based on host-guest interactions include cryptands, crown ethers, and pillararenes 260, 263, 296-298 .…”

Section: - Ncs As Platforms For Ddssmentioning

confidence: 99%

Nanocaged platforms: modification, drug delivery and nanotoxicity. Opening synthetic cages to release the tiger

et al. 2017

View full text Add to dashboard Cite

Nanocages (NCs) have emerged as a new class of drug-carriers, with a wide range of possibilities in multi-modality medical treatments and theranostics. Nanocages can overcome such limitations as high toxicity caused by anti-cancer chemotherapy or by the nanocarrier itself, due to their unique characteristics. These properties consist of: (1) a high loading-capacity (spacious interior); (2) porous structure (analogous to openings between the bars of the cage); (3) enabling smart release (a key to unlock the cage); and (4) a low likelihood of unfavorable immune responses (the outside of the cage is safe). In this review, we cover different classes of NC structures such as virus-like particles (VLPs), protein NCs, DNA NCs, supramolecular nanosystems, hybrid metal-organic NCs, gold NCs, carbon-based NCs and silica NCs. Moreover, NC-assisted drug delivery including modification methods, drug immobilization, active targeting, and stimulus-responsive release mechanisms are discussed, highlighting advantages, disadvantages and challenges. Finally, translation of NCs into clinical applications, and an up-to-date assessment of the nanotoxicology considerations of NCs are presented.

show abstract

Hybrid liposomal PEGylated calix[4]arene systems as drug delivery platforms for curcumin

Cited by 36 publications

References 61 publications

Synthesis and Conformational Characteristics of Thermosensitive Star-Shaped Six-Arm Polypeptoids

Synthesis and Conformational Characteristics of Thermosensitive Star-Shaped Six-Arm Polypeptoids

Molecular Insight into Inclusion Complex Formation of Curcumin and Calix[4]arene

Nanocaged platforms: modification, drug delivery and nanotoxicity. Opening synthetic cages to release the tiger

Contact Info

Product

Resources

About